Gorgeous 8BR/8Bath Windsor Island Dry Sauna
Gorgeous 8BR/8Bath Windsor Island Dry Sauna
Entry way
16 seater dining room table
Living Room w/ fireplace

Gorgeous 8BR/8Bath Windsor Island Dry Sauna

8 bedrooms·8 baths
Davenport • Florida
4.87(60 reviews)

$ 1.470,84 USD totaal voor 3 nachten

15–18 nov 2026

Even tooth-brushing is an adventure in this custom Minion bathroom! A hit with the little ones, it features a tub / shower combo—perfect for easy bath times after a long day at Disney.
Welcome to Magical Magnolia Manor! Our modern, bright home features a keyless entry for a seamless 'self-check-in' experience after your flight or drive and easy parking right outside your door.
The adventure starts here! This custom movie-scene niche sits right between the kitchen and living room, serving as your family's gateway to our immersive themed bedrooms and the playful Minion bathroom.
Climb into Rafiki's Treehouse (twin-over-double bunk) under a glowing sunset mural with Simba and friends.
Ultimate pool privacy! Tall hedges and a protected nature reserve ensure a peaceful stay with no rear neighbors. Relax in your private sanctuary and enjoy the Florida sun in total seclusion. A magical escape for every guest!

Disney, Toy Story, Minions, Pool+Gameroom and more

4 bedrooms·3 baths
Kissimmee • Florida
5(109 reviews)

$ 1.635,53 USD totaal voor 6 nachten

6–12 jan 2027

Beautiful Sunset Villa by Disney w/many amenities!
Private pool setting with fantastic sunset views!
Beautiful Sunset Villa by Disney w/many amenities!
Beautiful Sunset Villa by Disney w/many amenities!
Beautiful Sunset Villa by Disney w/many amenities!

Beautiful Sunset Villa by Disney w/many amenities!

5 bedrooms·5 baths
Four Corners • Florida
5(5 reviews)

$ 1.554,00 USD totaal voor 5 nachten

15–20 nov 2026

My Happy Place - Lazy River - No resort fees!
My Happy Place - Lazy River - No resort fees!
Ample parking for two large vehicles.
My Happy Place - Lazy River - No resort fees!
A spacious reception room with ample seating.

My Happy Place - Lazy River - No resort fees!

4 bedrooms·3 baths
Davenport • Florida

$ 654,70 USD totaal voor 3 nachten

18–21 nov 2026

A Date With Disney image 1
A Date With Disney image 2
A Date With Disney image 3
A Date With Disney image 4
A Date With Disney image 5

A Date With Disney

3 bedrooms·3 baths
Kissimmee • Florida
4.78(67 reviews)

$ 624,25 USD totaal voor 4 nachten

15–19 nov 2026

Go!#37 - WINDSOR ISLAND
Go!#37 - WINDSOR ISLAND
Go!#37 - WINDSOR ISLAND
Go!#37 - WINDSOR ISLAND
Go!#37 - WINDSOR ISLAND

Go!#37 - WINDSOR ISLAND

10 bedrooms·8 baths
Davenport • Florida

$ 1.158,39 USD totaal voor 3 nachten

15–18 nov 2026

Pool
Front of house
Entry
Open area
Dreams Come True Villa LLC

Dreams Come True Villa LLC

5 bedrooms·5 baths
Kissimmee • Florida
4.93(27 reviews)

$ 1.897,54 USD totaal voor 5 nachten

15–20 nov 2026

Pool and Patio Area
Our Windsor Hills Water Park!
Welcome to Windsor Hills!
Layout of our 6BR 4 BA Disney Villa
Air-Conditioned Game room with air hockey, two video games, Basketball and fun for kids and teenagers!

Waterpark! 5 Star 6BR4BA Pool/Game Room/Disney

6 bedrooms·4 baths
Kissimmee • Florida
4.84(122 reviews)

$ 1.332,85 USD $ 1.137,40 USD totaal voor 3 nachten

15–18 nov 2026

Queen Bed suitable for your princesses!
Toys, sleeping bags, costumes in all sizes.
Toy Story, sleeps 3, truck bed doors open and close, dress ups in closet
Woody, Jessie, Buzz dress ups included. Toy Story and vintage toys ready to play
Step into Andy's room with all his favorite toys!

Be Our Guest Vacation Villa

6 bedrooms·4 baths
Kissimmee • Florida
4.94(185 reviews)

$ 1.850,05 USD $ 1.691,60 USD totaal voor 4 nachten

15–19 nov 2026

New Listing! Windsor Island-2166 8BR · Disney
New Listing! Windsor Island-2166 8BR · Disney
New Listing! Windsor Island-2166 8BR · Disney
New Listing! Windsor Island-2166 8BR · Disney
New Listing! Windsor Island-2166 8BR · Disney

New Listing! Windsor Island-2166 8BR · Disney

8 bedrooms·6 baths
Four Corners • Florida

$ 1.637,34 USD totaal voor 3 nachten

15–18 nov 2026

Go!#20 - WINDSOR ISLAND
Go!#20 - WINDSOR ISLAND
Go!#20 - WINDSOR ISLAND
Go!#20 - WINDSOR ISLAND
Go!#20 - WINDSOR ISLAND

Go!#20 - WINDSOR ISLAND

5 bedrooms·4 baths
Davenport • Florida

$ 604,91 USD totaal voor 3 nachten

15–18 nov 2026

Magic Manor 2 | 10BR Themed Home, Game Room, Heated Pool | Sleeps 28 | Sister to the Home on Prime Video
Magic Manor 2 | 10BR Themed Home, Game Room, Heated Pool | Sleeps 28 | Sister to the Home on Prime Video
Magic Manor 2 | 10BR Themed Home, Game Room, Heated Pool | Sleeps 28 | Sister to the Home on Prime Video
Magic Manor 2 | 10BR Themed Home, Game Room, Heated Pool | Sleeps 28 | Sister to the Home on Prime Video
Magic Manor 2 | 10BR Themed Home, Game Room, Heated Pool | Sleeps 28 | Sister to the Home on Prime Video

Magic Manor 2 | 10BR Themed Home, Game Room, Heated Pool | Sleeps 28 | Sister to the Home on Prime Video

10 bedrooms·8 baths
Davenport • Florida

$ 1.420,00 USD totaal voor 3 nachten

28 nov – 1 dec 2026

Close to the parks! 5bd/4ba home & pool in resort
Close to the parks! 5bd/4ba home & pool in resort
Close to the parks! 5bd/4ba home & pool in resort
Close to the parks! 5bd/4ba home & pool in resort
Close to the parks! 5bd/4ba home & pool in resort

Close to the parks! 5bd/4ba home & pool in resort

5 bedrooms·4½ baths
Davenport • Florida

$ 1.070,27 USD totaal voor 3 nachten

21–24 nov 2026

Welcome to Chillax Inn Teascone Arcade
Free Arcade in the garage!
Chill on the couch
Windsor Hills amenities
Brrr!

Chillax Inn Teascone Arcade

5 bedrooms·5 baths
Kissimmee • Florida

$ 1.854,17 USD totaal voor 6 nachten

6–12 dec 2026

Welcome to Ohana House
Favorite Place!
Ohana House at Windsor Island Resort
Fully Equipped Kitchen with a Patio Door to the Pool Area
Beautifully Decorated

Ohana House at Windsor Island Resort

5 bedrooms·5½ baths
Davenport • Florida

$ 1.677,76 USD totaal voor 6 nachten

12–18 dec 2026

Free arcade in the garage
Mickey and friends queen ensuite
Evening swim
Windsor Island slides
Toy story queen ensuite

Chillax Inn Lil Lana

5 bedrooms·5½ baths
Davenport • Florida

$ 1.042,00 USD $ 942,94 USD totaal voor 3 nachten

15–18 nov 2026

Chillax Inn the pool area under the big lanai
Frozen Bedroom with double
Welcome to Chillax Inn Teascone
Windsor Hills Slides
Star Wars Bedroom with two doubles

Chillax Inn Teascone

4 bedrooms·4 baths
Kissimmee • Florida

$ 812,32 USD totaal voor 3 nachten

30 nov – 3 dec 2026

Tuck the kids into the Mickey and Minnie bunk room, where the fun starts before they even fall asleep.
Slide into your private heated pool for a swim whenever the mood strikes, screened in and steps from the living room, it's yours alone for the whole stay. - Direct access from the living room makes it ideal for family poolside fun
Race down the resort waterslides just steps from your door — free access is included with every stay.
Unwind in the primary suite after a day at the parks, with your own ensuite bathroom just steps away.
Gather the whole group in the open living area, steps from the kitchen, for movie nights and game-day recaps.

Family stay w/ pools & game room

3 bedrooms·3 baths
Kissimmee • Florida

$ 804,65 USD totaal voor 3 nachten

15–18 nov 2026

Dress up area
Princess castle
View to the pool
Windsor Hills Resort amenities free with your stay!
Chillax by the pool

Chillax Inn Fitzclarence

3 bedrooms·3 baths
Kissimmee • Florida

$ 1.038,78 USD totaal voor 4 nachten

17–21 dec 2026

The lanai has a table that seats 8, privacy bushes, 4 lounge chairs & BBQ
The outdoor table under the lanai seats 8 and the pool has a security fence
The Game room has a pool table, air hockey, foosball, & Air Conditioning
Private screened in, heated salt water pool and spa with oversized pool deck
The covered lanai, lounge chairs & basketball hoop, salt water pool & spa

Villa By The Castle

6 bedrooms·4 baths
Kissimmee • Florida
5(385 reviews)

$ 2.298,38 USD totaal voor 3 nachten

21–24 nov 2026

Family vacation home just minutes from Walt Disney World Resort with private pool, themed rooms, and space for everyone.
Welcome to Disney Dreams Vacation Rentals
All NEW/ Just Renovated May 2022
Take a break from the parks and enjoy premium resort amenities
Large Dining Room Table (seats 6-8)

Disney Dreams Vacation Home

3 bedrooms·3 baths
Kissimmee • Florida
4.92(12 reviews)

$ 999,70 USD totaal voor 4 nachten

21–25 nov 2026

Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals
Disney Dreams Vacation Rentals

Disney Dreams Vacation Rentals

3 bedrooms·3 baths
Kissimmee • Florida
4.93(113 reviews)

$ 1.119,11 USD totaal voor 5 nachten

21–26 nov 2026

Hand-painted castle bunk room with green pipe stairs, a turret and secret bunks, designed with love by the owner
How to Train your Dragon Themed Kids' Room: Sail off in a Viking longship bed with a dragon-head prow and shields, set against a seaside cliff mural!
Minecraft-Themed Game Room: Blocky pixel-art murals set the scene for arcade basketball, foosball, and air hockey under neon lights!
Screened Pool: The pool is framed by the covered patio and dining area, all lit up as the sun sets!
Bedroom 3: A blooming floral and butterfly mural surrounds a cozy queen bed and blush loveseat for a dreamy garden escape!

The Colorful Haven

6 bedrooms·4 baths
Kissimmee • Florida

$ 1.913,78 USD totaal voor 3 nachten

21–24 nov 2026

Harry Potter House
If you're loyal, hardworking, and have a love all living things, you might be a Hufflepuff.
Green lights and silver decor symbolize the Slytherin colors. You might also notice the snakes placed throughout both the bedroom and bathroom. This room features a Queen sized bed with velvet bedding.
The kitchen and main living area is themed as The Leaky Cauldron just like the movies/books and Universal Studios!
Inside the Gryffindor bedroom, for our young guests, there are Harry Potter toys to play with, books to read, their own large Television, even a snitch nightlight! It really can't get any better. Two twin bunk beds sleep 4 in this room.

Harry Potter House

4 bedrooms·3½ baths
Davenport • Florida

$ 638,08 USD totaal voor 3 nachten

15–18 nov 2026